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Key Documents

N0755

Sigma-Aldrich

Netilmicin sulfate salt

Sinonimo/i:

1-N-Ethylsisomicin

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About This Item

Formula condensata:
C21H41N5O7 · 5/2H2SO4
Numero CAS:
Peso molecolare:
720.78
Numero CE:
Numero MDL:
Codice UNSPSC:
51102829
NACRES:
NA.85

Forma fisica

powder

Livello qualitativo

Colore

white to faint yellow

Solubilità

H2O: 10 mg/mL

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

Modalità d’azione

protein synthesis | interferes

Temperatura di conservazione

2-8°C

InChI

1S/2C21H41N5O7.5H2O4S/c2*1-4-26-13-7-12(24)16(32-19-11(23)6-5-10(8-22)31-19)14(27)17(13)33-20-15(28)18(25-3)21(2,29)9-30-20;5*1-5(2,3)4/h2*5,11-20,25-29H,4,6-9,22-24H2,1-3H3;5*(H2,1,2,3,4)/t2*11-,12+,13-,14+,15-,16-,17+,18-,19-,20-,21+;;;;;/m11...../s1
AGFWIZQEWFGATK-UNZHCMSXSA-N

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Categorie correlate

Descrizione generale

Chemical structure: aminoglycoside

Applicazioni

Netilmicin is an aminoglycoside antibiotic active against most Gram-negative and some Gram-positive bacteria. It is a semisynthetic 1-N-ethyl derivative of sisomycin, an aminoglycoside antibiotic with action similar to gentamicin, but has less ear and kidney toxicity. It is used in aminoglycoside resistance studies and in susceptibility studies of Pseudomonas aeruginosa and Pseudomonas pseudomallei .

Azioni biochim/fisiol

An aminoglycoside antibiotic active against most Gram-negative and some Gram-positive bacteria, including many gentamycin-resistant strains. The antibiotic enters the cell through a porin channel and binds to the 30S ribosomal subunit, causing misreading of mRNA.
Netilmicin irreversibly binds to specific 30S-subunit proteins and 16S rRNA. Netilmicin binds to four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with the decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the anticodon of tRNA. This leads to interference with the initiation complex, misreading of mRNA so incorrect amino acids are inserted into the polypeptide. This results in nonfunctional and toxic peptides and the bacterium is unable to synthesize crucial proteins.

Pittogrammi

Health hazard

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Repr. 1B

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificati d'analisi (COA)

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"Typhlitis" in rectum.
Unsal Ozgen et al.
Pediatrics international : official journal of the Japan Pediatric Society, 52(1), e32-e33 (2010-02-18)
Chengwei Liu et al.
Se pu = Chinese journal of chromatography, 29(2), 157-161 (2011-05-24)
A method was developed for the direct determination of netilmicin in rat serum using high performance liquid chromatography and resonance Rayleigh scattering (RRS). The separation was carried out on a C18 column with the isocratic elution of the mixture of
D W McEniry et al.
The Journal of antimicrobial chemotherapy, 21(2), 171-175 (1988-02-01)
Pseudomonas pseudomallei is resistant to many antimicrobial agents. We determined the susceptibility to twelve beta-lactams and six aminoglycosides of twelve isolates of P. pseudomallei. Imipenem (MIC range 0.5-1.0 mg/l; MIC90 1.0 mg/l), ceftazidime (MIC range 1-8 mg/l; MIC90 8.0 mg/l)
W E Siegenthaler et al.
The American journal of medicine, 80(6B), 2-14 (1986-06-30)
This article presents an overview of the aminoglycoside antibiotics used in clinical practice. Facts concerning the discovery and properties of the aminoglycosides are followed by information about spectrums of activity and mechanisms of action and resistance. Individual compounds are compared
J Patzer et al.
The Journal of antimicrobial chemotherapy, 18(1), 45-49 (1986-07-01)
Pseudomonas aeruginosa strains, 1285 in total, were isolated from hospitalized children in the period 1981-1984. Serotypes 011 and 06 and nontypable strains were the most frequently identified. 44.6% of serotype 011 strains and between 12.4 and 37.7% of other serotypes

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